[1] The reactions of an alkanethiol and a terminal alkenethiol self-assembled monolayer with NO 3 radicals (in the presence of NO 2 and O 2 ) were studied. For the alkane monolayer, infrared (IR) spectroscopy and time-of-flight secondary ion mass spectrometry (ToF-SIMS) confirmed the formation of organonitrates (RONO 2 ). The observation of organonitrates is in contrast to the recent X-ray photoelectron spectroscopy (XPS) data, which showed very little nitrogen-containing surface species. The identification of organonitrates may help explain why significant volatilization of the organic chain was not observed in recent studies of alkane monolayer oxidation by NO 3 radicals. The reactive uptake coefficient (g) of NO 3 on alkene monolayers determined in our study is higher than the values obtained in a recent study using liquid and solid alkene bulk films. A possible reason for this difference may be the location of the double bond at the interface. Using the g value determined in our studies, we show that under conditions where NO 3 is high the lifetime of an alkene monolayer in the atmosphere may be short (approximately 20 min). XPS, IR, and ToF-SIMS were used to identify surface functional groups after the oxidation of the alkene monolayers by NO 3 . The results are consistent with the formation of C-O, aldehyde/ketone, carboxylic groups, and nitrogen containing species.Citation: Gross, S., and A. K. Bertram (2009), Products and kinetics of the reactions of an alkane monolayer and a terminal alkene monolayer with NO 3 radicals,